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Pyridine → N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-chloro-acetamide

HRID 1041907
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HRID 1041907 반응식
[C:1]([C:5]1[CH:6]=[C:7]([NH2:17])[N:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.[Cl:24][CH2:25][C:26](Cl)=[O:27]>C(Cl)Cl.C(=O)(O)[O-].[Na+]>[C:1]([C:5]1[CH:6]=[C:7]([NH:17][C:26](=[O:27])[CH2:25][Cl:24])[N:8]([C:10]2[CH:11]=[CH:12][C:13]([CH3:16])=[CH:14][CH:15]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 29741323-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-amine

생성물 1

HCID 66977571N-(5-tert-Butyl-2-p-tolyl-2H-pyrazol-3-yl)-2-chloro-acetamide수율 100%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회
HCID 516892
Sodium Bicarbonate
용매

실험 절차

A solution of 5-tert-butyl-2-p-tolyl-2H-pyrazol-3-ylamine (886 mg, 3.86 mmol), pyridine (465 μL, 5.80 mmol) and chloroacetyl chloride (462 μL, 5.80 mmol) in DCM (5 mL) was stirred at RT for 2 h. The reaction mixture was diluted with aq. sat. sodium bicarbonate and DCM and the resulting aqueous layer was extracted twice with DCM. The combined organic layers were dried (MgSO4) and concentrated in vacuo to afford the title compound (1.17 g, 100%) as a yellow solid. LCMS (Method 5): Rt 4.41 min, m/z 306 [MH+].

후처리

  1. extractionthe resulting aqueous layer was extracted twice with DCM
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c6142b03d4e8488699e853c9f6351274
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08557797B2

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